Hydrochloric Acid → 2-(2-oxopyrrolidin-1-yl)benzoic Acid

HRID 1022749Notes

Reaction equation

HRID 1022749 reaction equation
[O:1]=[C:2]1[CH2:6][CH2:5][CH2:4][N:3]1[C:7]1[CH:17]=[CH:16][CH:15]=[CH:14][C:8]=1[C:9]([O:11]CC)=[O:10].[OH-].[Na+].Cl>CO>[O:1]=[C:2]1[CH2:6][CH2:5][CH2:4][N:3]1[C:7]1[CH:17]=[CH:16][CH:15]=[CH:14][C:8]=1[C:9]([OH:11])=[O:10]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 66976085HCID 66976085, compound

Product 1

HCID 71306762-(2-oxopyrrolidin-1-yl)benzoic AcidYield 68.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of ethyl 2-(2-oxopyrrolidin-1-yl)benzoate (4.3 g) in methanol (30 mL) was added 8 N aqueous sodium hydroxide solution (6.9 mL) at room temperature, and the mixture was heated to 50° C., and stirred overnight. The reaction mixture was allowed to cool to room temperature, and neutralized with 6 N aqueous hydrochloric acid solution (3 mL), and the solvent was evaporated under reduced pressure. The resultant crystals were recrystallized from ethanol to give the title compound (2.58 g).

Workup

  1. temperatureto cool to room temperature
  2. customthe solvent was evaporated under reduced pressure
  3. customThe resultant crystals were recrystallized from ethanol

Sources & evidence

ORD record
ord-0f2945e56ef94efeb427b9c990ef3469
Source dataset
uspto-grants-2014_05
Patent number
US08722662B2

Reaction notes

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